Holmes Beach Homes for Sale

2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv.

Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach

$650,000

3 Beds ⋅ 3 Baths ⋅ Sunbow Bay SubDv.

Rarely available 3-bedroom, 3-bathroom turn-key condo in the coveted Sunbow Bay community of Holmes Beach. This spacious, light-filled island retreat features an open-concept floor plan designed for seamless living and entertaining. The expansive living area opens directly to a private porch surrounded by lush tropical landscaping and your own private dock. With three full bedrooms and three dedicated bathrooms, this unique layout offers exceptional privacy for families and guests, making it a perfect primary residence, winter getaway, or rental investment. Sunbow Bay offers premier waterfront amenities, including - Two heated community pools, tennis courts and a fishing pier. Located just minutes from the Gulf beaches, local dining, and the free island trolley, Sunbow Bay combines maintenance-free living with the ultimate Anna Maria Island lifestyle. ALL WINDOWS REPLACED 2014, NEW A/C 2020, NEW DOCK 2022.

3803 E Bay Drive Unit 9, Holmes Beach

$1,395,000

3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv.

Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

504 69th Street, Holmes Beach

$975,000

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv.

Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beach. Public beach access just steps away! Each unit is a true one bedroom one bath unit with open floor plan living area. Tastefully updated and furnished and ready for you or guests to move right in! Also for sale is the sister duplex just next door at 212 66th Street which would give four units and total 12498 sq ft of dirt. Show and bring your best!

210 66th Street, Holmes Beach

$2,650,000

4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv.

This is the kind of Florida home that changes the rhythm of everyday life—mornings overlooking the canal, afternoons cruising the Gulf, and evenings entertaining beside the pool beneath swaying palms. Set within the highly desirable waterfront community of Key Royale, this completely renovated 4-bedroom, 4-bath canal-front residence blends relaxed coastal living with striking modern design and exceptional boating access. Inside, soaring ceilings, clerestory windows, expansive glass, and wide-plank wood-look flooring create a light, open atmosphere that feels effortlessly sophisticated. The redesigned kitchen makes a sleek architectural statement with glossy contemporary cabinetry, quartz surfaces, a generous island, stainless steel appliances, an induction cooktop, designer lighting, and a dramatic slab backsplash. Open living and entertaining spaces flow naturally together, complemented by a custom wet bar and seamless access to the home’s outdoor retreats. The primary suite captures peaceful canal and tropical views through oversized windows and sliding glass doors. Its spa-inspired bathroom is a true showpiece, featuring a skylight, freestanding soaking tub, oversized glass-enclosed shower, sculptural floating vanity, warm wood accents, and elegant brass fixtures. Three additional bedrooms and beautifully updated bathrooms provide stylish accommodations for family and guests. Above the garage, the private fourth bedroom features its own entrance and balconies, creating an ideal guest suite, multigenerational retreat, home office, studio, or flexible bonus space. Outdoors, the home feels like a private island resort. Lush tropical landscaping surrounds an inviting pool and expansive brick-paver deck, while the covered screened lanai offers a shaded setting for dining, lounging, and entertaining. Beyond the pool, a manicured canal-side lawn leads to the seawall and private boat lift, placing boating, fishing, paddleboarding, and Gulf adventures directly outside your door. Thoughtful improvements include a new roof, four new air-conditioning systems, updated landscaping, a new garage door, and refreshed garage flooring. A distinctive benefit exclusive to this street, the property’s irrigation is supplied by a private well rather than metered city water, offering the potential for significant ongoing water savings. A brand-new well pump and irrigation system have also been installed, providing added efficiency and peace of mind. The vibrant coastal exterior, brick-paver driveway, mature palms, and layered tropical gardens create memorable curb appeal from the moment you arrive. Ideally positioned near Anna Maria Island’s renowned beaches, waterfront restaurants, local boutiques, and laid-back island attractions, this move-in-ready Key Royale waterfront home offers far more than a beautiful place to live—it offers the freedom to embrace the Florida boating lifestyle every day.

528 Key Royale Drive, Holmes Beach

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv.

Increasingly Rare Ground-Level Island Living with Pool, Spa & R-2 Rental Potential in the weekly rental zone. One-story, ground-level single-family homes on Anna Maria Island are increasingly difficult to find. This charming and spacious 4-bedroom, 3½-bath home offers approximately 2,479 sq. ft. of living area, a large lot, exceptional outdoor living, and the flexibility of R-2 zoning for weekly vacation/seasonal rental use. This home has been a full time residence for the current owners. Ideally located within easy walking distance of the beautiful, white sand beaches and directly on the free island trolley route and popular holiday parade routes. This home is very quiet inside due to hurricane rated windows and roof insulation. Originally custom built in 1958 and thoughtfully expanded, the home retains its classic beach-cottage character with polished terrazzo floors, original French doors, tongue-and-groove ceilings, charming vintage details, and abundant storage. The spacious kitchen features custom cabinetry and mostly new stainless-steel appliances. A bright Florida room with four sliding glass doors opens to the private pool, spa and lanai. The L-shaped screened lanai is designed for true island living and entertaining, with an outdoor TV, speakers, ceiling fans, multiple seating and dining areas, and a stainless-steel vent hood for the propane grill. The free-form pebble finish pool and spa feature a waterfall, lighting, benches, umbrella table, and recently replaced pump, motor and filter. Solar pool heating/cooling adds to year-round enjoyment. The pool area includes an outdoor half bath and shower, non-slip surfaces, and a hurricane-resistant SuperScreen enclosure. The single-level floor plan and thoughtfully designed primary bath with an oversized walk-in shower, built-in bench and detachable showerhead provide excellent accessibility for those with limited mobility, walkers or wheelchairs. Additional features include a large front porch with swing, circular driveway, oversized garage with workshop, separate golf cart garage, fenced side yard, lush tropical landscaping, raised garden, irrigation system, central vacuum, security system and generous attic storage. Storm conscious improvements include a secured Galvalume roof, impact-resistant triple-pane windows and doors, hurricane-resistant pool screening, foam roof insulation, on-demand hot water, solar pool heating, and generator capability supported by an underground propane tank. Enjoy as a full-time residence, island retreat, or vacation rental or build new. Investor opportunity to own a spacious, ground-level home with a pool, spa, large lot, accessibility, and rental flexibility in the heart of Anna Maria Island.

7106 Palm Drive, Holmes Beach

$1,025,000

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv.

Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beach. Public beach access just steps away! Each unit is a true one bedroom one bath unit with open floor plan living area. Tastefully updated and furnished beach cute and ready for you or guests to move right in! Also for sale is the sister duplex just next door at 210 66th Street which would give four units and total 12498 sq ft of dirt. Show and bring an offer!

212 66th Street, Holmes Beach

7406 Marina Drive Unit A and B, Holmes Beach

$1,750,000

4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv.

Turnkey Coastal Duplex | Holmes Beach, Anna Maria Island A Rare Island Opportunity | Weekly Rental Potential Discover the charm of island living with this fully furnished duplex in the heart of Holmes Beach on beautiful Anna Maria Island. Just a short stroll from the beach, this versatile property offers an exceptional opportunity to enjoy the coastal lifestyle while exploring its rental potential. Featuring two separate residences with private entrances, the property offers a flexible layout ideal for an investment property, a vacation retreat, or a combination of personal use and rental income. Apartment A features 2B/2B, an open-concept living area overlooking canal, kitchen and dining space, Florida room, screened-in lanai, laundry, and a two-car garage. Previously owner-occupied, this unit is new to the short-term rental market. Apartment B offers 2B/1B, a kitchen, living and dining area, porch overlooking canal, laundry, and a private upstairs entrance located along the side of the garage. This unit has been operating as a short-term rental for a few years. Zoned R2 for weekly rentals, as stated in the property information, this furnished duplex presents an appealing opportunity for buyers seeking flexibility, rental potential, or the chance to create their own island getaway. The property also offers canal water views of Bimini Bay, with community boat slips available for lease through the City of Holmes Beach in the nearby T-end canals off Marina Drive between 72nd and 77th Streets. Boat slips are listed as available for $600 a year and can accommodate boats up to 23 feet. Enjoy the convenience of the free island trolley just steps away, making it easy to explore the island’s beaches, dining, shopping, and laid-back coastal atmosphere. Situated on a 8,792-square-foot lot, this property also offers the opportunity to renovate the existing duplex to suit your vision or explore the possibility of building your dream island home. Whether you envision a coastal investment, a personal vacation escape, or a property that combines both, this Holmes Beach duplex offers a rare opportunity to embrace the Anna Maria Island lifestyle.

7406 Marina Drive Unit A and B, Holmes Beach

$125,000

Boat Slips SubDv.

Live the ultimate island lifestyle with this rare opportunity to own a separately deeded boat slip in the heart of beautiful Holmes Beach on Anna Maria Island! This is the perfect, low-maintenance solution for local residents, off-water homeowners, or frequent visitors who want all the perks of the Florida boating lifestyle without the premium price tag or upkeep of a waterfront property. Skip the long lines at public ramps and the hassle of trailering; your gateway to the gulf is secure, permanent, and entirely yours. Nestled in Holmes Beach, you are minutes away from exploring the vibrant waters of Tampa Bay, navigating the Intracoastal Waterway, or cruising out into the wide-open Gulf. Holmes Beach is a coastal playground known for its sugary white sands, laid-back charm, and community-centered lifestyle. Owning your own slip unlocks everything that makes this town world-famous. Spend your mornings flats fishing for redfish, your afternoons sandbar-hopping at Passage Key, and your evenings treating family and friends to a true "dock-and-dine" experience at local waterfront restaurants.

238 85th Street Unit 20, Holmes Beach

$899,000

3 Beds ⋅ 2 Baths ⋅ Sunrise Park SubDv.

Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet under air as well as additional footage with carport and large screened in lanai. Thoughtfully designed with open living space combining the kitchen and living room areas. While still close to the beach, this home is located on a quiet cul-de-sac, yet far enough away from noisy Gulf Drive to be peaceful and sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis with no neighbors to worry about peering into your life. Complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. This expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Owner financing possible.

503 Bayview Drive, Holmes Beach

$1,200,000

3 Beds ⋅ 2 Baths ⋅ Sportsmans Harbor SubDv.

Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.

264 S Harbor Drive, Holmes Beach

$189,000

Ilexhurst SubDv.

Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

3015 Avenue B, Holmes Beach

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv.

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

400 75th Street, Holmes Beach

$4,925,000

Ilexhurst SubDv.

One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

3004 Avenue C, Holmes Beach

$895,000

2 Beds ⋅ 2 Baths ⋅ The Blue Lagoon SubDv.

Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

215 67th Street Unit 6, Holmes Beach

5325 Marina Drive Unit 423, Holmes Beach

$350,000

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv.

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach

$2,300,000

3 Beds ⋅ 2 Baths ⋅ Gulfplace SubDv.

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach

$709,000

2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv.

Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach

$1,480,000

3 Beds ⋅ 2 Baths ⋅ Gulfview Villas Condominium SubDv.

Ideally positioned just steps from the Gulf’s beautiful white-sand beaches, this elevated island residence places the best of coastal living right outside your door. Enjoy an easy stroll to the beach, with popular restaurants, local shops, entertainment, and the island trolley all conveniently nearby. Located in a Weekly Rental Zone, the property offers exceptional flexibility as a private getaway, full-time residence, or income-producing investment. Inside, light-filled interiors and a relaxed coastal aesthetic create an inviting setting for both everyday living and entertaining. The open-concept main level features a seamless living and kitchen area with stainless steel appliances, beadboard cabinetry, and soft coastal finishes. Upstairs, the spacious primary suite offers soaring ceilings, room for a sitting area, and a private ensuite bath with a soaking tub and walk-in shower. A second bedroom and separate den/office provide comfortable guest accommodations and flexible workspace. Outdoor living is equally appealing, with mature tropical landscaping, a private balcony, two patios, and a backyard designed for al fresco dining, entertaining, or unwinding after a day at the beach. A spacious garage and abundant storage provide ample room for bikes, beach gear, and island essentials. Recent improvements include a NEW Air Conditioning System and the ROOF was installed in 2021. The three-story elevation, generous parking, oversized garage, and low-maintenance landscaping add practicality to its desirable island setting. With the beach, dining, shopping, entertainment, and transportation all within easy reach, this property offers the quintessential convenience and lifestyle of coastal living.

5390 Gulf Drive, Holmes Beach

$2,924,999

4 Beds ⋅ 3 Baths ⋅ Key Royale SubDv.

Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

605 Concord Lane, Holmes Beach

$1,395,000

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv.

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

503 65th Street, Holmes Beach

$2,249,000

4 Beds ⋅ 3 Baths ⋅ Tidewater Preserve SubDv.

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

303 58th Street, Holmes Beach

$679,900

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv.

WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. Watch dolphins and manatee all day. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold fully furnished and turnkey, with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach

$1,595,000

Sportsmans Harbor SubDv.

On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

214 S Harbor Drive, Holmes Beach

Holmes Beach Homes for Sale

Holmes Beach Homes for Sale

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